Ultrafast Au(III)-Mediated Arylation of Cysteine

Evan A. Doud, James A.R. Tilden, Joseph W. Treacy, Elaine Y. Chao, Hayden R. Montgomery, Grace E. Kunkel, Eileen J. Olivares, Nima Adhami, Tyler A. Kerr, Yu Chen, Arnold L. Rheingold, Joseph A. Loo, Christopher G. Frost, K. N. Houk, Heather D. Maynard, Alexander M. Spokoyny

Research output: Contribution to journalArticlepeer-review

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Abstract

Through mechanistic work and rational design, we have developed the fastest organometallic abiotic Cys bioconjugation. As a result, the developed organometallic Au(III) bioconjugation reagents enable selective labeling of Cys moieties down to picomolar concentrations and allow for the rapid construction of complex heterostructures from peptides, proteins, and oligonucleotides. This work showcases how organometallic chemistry can be interfaced with biomolecules and lead to a range of reactivities that are largely unmatched by classical organic chemistry tools.

Original languageEnglish
Pages (from-to)12365-12374
JournalJournal of the American Chemical Society
Volume146
Issue number18
Early online date24 Apr 2024
DOIs
Publication statusPublished - 8 May 2024

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry
  • Biochemistry
  • Colloid and Surface Chemistry

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